Reacción #220958

ord-9609a09fd22149698b73eed8b1367578

Ecuación de reacción

OCCc1ccc(O)cc1
(4-Hydroxyphenethyl) alcohol
Br
hydrobromic acid
Oc1ccc(CCBr)cc1
product
Rendimiento 92.0%
Oc1ccc(CCBr)cc1
4-(2-Bromoethyl)phenol
Rendimiento 92.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaAfter being cooled
  2. 2
    Extracciónextracted with ethyl acetate
  3. 3
    LavadoThe extracts were washed with water
  4. 4
    Otrodried
  5. 5
    Concentraciónconcentrated in vacuo
  6. 6
    Otroto give a raw product
  7. 7
    OtroPurification by flash chromatography (heptane/ethyl acetate 9:1)

Procedimiento

(4-Hydroxyphenethyl) alcohol (1.50 g, 0.01086 mol) and 48 wt. % hydrobromic acid (10 ml) were heated at 100° C. for 1.5 h. After being cooled, the reaction mixture was poured into water and extracted with ethyl acetate. The extracts were washed with water, dried and concentrated in vacuo to give a raw product. Purification by flash chromatography (heptane/ethyl acetate 9:1) gave a pure product (2.01 g, 92%). 1H NMR (400 MHz, DMSO-d6): 2.99 (2H, t, 3J=7.4 Hz), 3.63 (2H, t, 3J=7.4 Hz), 6.68 (2H, d, 3J=8.5 Hz), 7.05 (2H, d, 3J=8.3 Hz), 9.24 (1H, s, —OH).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07390923B2uspto-grants-2008_06